73936-91-1

Basic information

• Product Name: 2-(2H-Benzotriazol-2-yl)-6-(1-methyl-1-phenylethyl)-4-(1,1,3,3-tetramethylbutyl)phenol
• Synonyms: 2-(2H-benzotriazol-2-yl)-6-(1-methyl-1-phenylethy)-4-(1,1,3,3-tetramethylbutyl)-Phenol;TINUVIN 928;2-[2-HYDROXY-3-DIMETHYLBENZYLPHENYL-5-(1,1,3,3-TETRAMETHYLBUTYL)]-2H-BENZOTRIAZOLE;2-6(2H-Benzotriazol-2-yl)-6-(1,1,3,3-tetramethylbutyl)Phenol;2-(2H-BENZOTRIAZOL-2-YL)-6-(1-METHYL-1-PHENYLETHYL)-4-(1,1,3,3-TETRAMETHYLBUTYL)PHENOL;UV ABSORBER-928;Phenol, 2-(2H-benzotriazol-2-yl)-6-(1-methyl-1-phenylethyl)-4-(1,1,3,3-tetramethylbutyl)-;2-[2-Hydroxy-3-dimethylbenzylphenyl-5-(1,1,3,3-tetramethylbutyl)]-2H-benzotriazol
• CAS NO: 73936-91-1
• Molecular Formula: C29H35N3O
• Molecular Weight: 441.6077
• EINECS: 231-545-4
• Mol File: 73936-91-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 112 °C
• Boiling Point: 555.5±60.0 °C(Predicted)
• Appearance: Slight yellow solid
• Density: 1.07
• Solubility: soluble in Toluene
• PKA: 8.05±0.50(Predicted)
• CAS DataBase Reference: 2-(2H-Benzotriazol-2-yl)-6-(1-methyl-1-phenylethyl)-4-(1,1,3,3-tetramethylbutyl)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2H-Benzotriazol-2-yl)-6-(1-methyl-1-phenylethyl)-4-(1,1,3,3-tetramethylbutyl)phenol(73936-91-1)
• EPA Substance Registry System: 2-(2H-Benzotriazol-2-yl)-6-(1-methyl-1-phenylethyl)-4-(1,1,3,3-tetramethylbutyl)phenol(73936-91-1)

Safety Data

• Hazardous Substances Data: 73936-91-1(Hazardous Substances Data)

Usage

Description

UV absorber-928(C29H35N3O) is a hydroxyphenyl benzotriazole UV absorber specially designed for high performance coating applications. UV absorber-928 provides efficiency to coating and light sensitive substrates due to its characteristic broad band absorption. With excellent solubility and high thermal and environmental performance, UV absorber-928 is particularly suitable for coatings exposed to high temperature curing processes, such as powder and coil coatings, or high environmental stress.

Uses

UV absorber-928 has broad absorption properties which can effectively protect coating and other photosensitive materials. UV absorber-928 has high solubility, high temperature resistant and good environmental durability and so on. UV absorber-928 is suitable for high performance coatings, especially suitable for powder coating and industrial and automotive coatings. UV absorber-928 can be enhanced when used in combination with a HALS stabilizer such as UV-292 or UV-123.

Application

UV-928 has broad absorption properties which can effectively protect coating and other photosensitive materials.The product has high solubility, high temperature resistant and good environmental durability and so on..It is suitable for high performance coatings, especially suitable for powder coating and industrial and automotive coatings. UV-928 can be enhanced when used in combination with a HALS stabilizer such as UV-292 or UV-123.

Flammability and Explosibility

Notclassified

Synthesis

In a dry argon atmosphere 0.150 g of oxime 5, 0.070 g of 1,2-phenylene diamine 1 and 0.150 ml triethyl-borate are dissolved in 4 ml dry THF and heated for 24 h at 60°C. After a TLC shows consumption of starting oxime the mixture is evaporated to dryness and the resulting residue purified by column chromatography (eluent: hexane - ethyl acetate: 10-1 vol/vol) to give 0.171 g (92 %) of the diazo-amine intermediate 6. Replacing the B(OEt)3 by 2.5 g of basic AI2O3 and the THF by 2 ml of xylene and heating this mixture to 140°C for 48 h gives after the usual work-up 0.089 mg of diazo compound 6 and 0.300 g of starting oxime 5. According the procedure given for the preparation of compound 4 in example 1, triazole 7 is obtained from 0.007 g (0.016 mmol) of intermediate amine 6 and 0.020 g (0.122 mmol) CuSO4 in 100% (0.007 g). In this comparative example, 7.73 equivalents of copper salt are used.

InChI:InChI=1/C29H35N3O/c1-27(2,3)19-28(4,5)21-17-22(29(6,7)20-13-9-8-10-14-20)26(33)25(18-21)32-30-23-15-11-12-16-24(23)31-32/h8-18,33H,19H2,1-7H3

Synthetic route

Conditions	Yield
With ammonium hydroxide; copper(II) sulfate In ethanol; water Solvent; Reagent/catalyst; Reflux;	100%

→ 2-[2'-hydroxy-3'-(α,α-dimethylbenzyl)-5'-(1,1,3,3-tetramethylbutyl)phenyl]benzotriazole (73936-91-1)

Conditions	Yield
In N,N-dimethyl acetamide at 130℃; for 4h;	97%

Upstream product

• 73936-80-8 2-cumyl-4-(1,1,3,3-tetramethylbutyl)-phenol 
• 95-54-5 1,2-diamino-benzene 
• 3147-75-9 Cyasorb UV 5411 
• 98-83-9 isopropenylbenzene 

Downstream Products

• 398474-50-5 2-[2-Hydroxy-3-(4-chlorosulfonyl-α-cumyl)-5-tert-octylphenyl]-2H-benzotriazole 

Relevant articles and documents

NOVEL PROCEDURE FOR THE FORMATION OF 2H-BENZOTRIAZOLE BODIES AND CONGENERS

The present invention relates to a process for the preparation of 2H-benzotriazole compounds and congeners, novel 2H-benzotriazole compounds and congeners and their use as UV absorbers in coatings and bulk plastics.

Body-care and household products and compositions comprising specific sulfur-containing compounds

Disclosed are stabilized body care products, household products, textiles and fabrics which comprise specific sulfur containing compounds. Dyed products and articles are effectively stabilized against color degradation. The products are for example skin-care products, hair-care products, dentifrices, cosmetics, laundry detergents and fabric softeners, non-detergent based fabric care products, household cleaners and textile-care products.

Process for the preparation of benzotriazoles

A process for the preparation of compounds of formula (I): wherein the general symbols are as defined in claim 1, which comprises reacting a compound of formula (V): wherein R1, R2, R3, R4, R5, R6, R7, R8, R9 and R18 are as defined in claim 1, and R18 is especially nitro, chlorine or bromine, with an azide compound of formula (IX): wherein M and n are as defined in claim 1, especially with sodium azide.